Simons
Smooth Leather Derby Shoes Men
These men's derby shoes from Simons are a Canadian exclusive. They feature a genuine leather upper with a polished finish, a padded footbed, and an embossed non-skid rubber outer sole. Each pair includes signature storage bags and an additional pair of laces.
- Material
- genuine leather
- Gender
- male
- Style
- classic, smart-casual
- Category
- Apparel & Accessories > Shoes
Color
Size
Specifications
Classic men's derby shoes made from smooth genuine leather with a polished finish, featuring a padded footbed and non-skid rubber sole.
Padded footbed, embossed non-skid rubber outer sole, includes signature storage bags and extra pair of laces.
- Material
- genuine leather
- Style
- classic, smart-casual
- Occasion
- work, everyday
- Gender
- male
- Age Group
- adult
- Condition
- new
- Category
- Apparel & Accessories > Shoes
Additional Attributes
- genuine leather upper with polished finish
- padded footbed
- embossed non-skid rubber outer sole
- signature storage bags included
- additional pair of laces included
- exclusive Simons design made in Canada
- derby shoe style
Product Insights
This Simons exclusive derby, designed in Canada, uses open-lace quarters to adjust for high arches, wide forefeet, and orthotics, while a padded footbed and flexible rubber outsole deliver all-day comfort and wet traction from day one. Its corrected-grain top-grain leather with polished coating hides scuffs—black stays dark, chocolate deepens with age. Cement construction provides a sleeker, welt-free profile but makes the sole non-replaceable, limiting longevity. Care involves brushing after each wear, conditioning every few months, and cream polish every 5–10 wears; shoe trees prevent permanent creasing. Signature storage bags and extra laces add over $20 in value.
Verified claims
- Instep fit
- Open-lace quarters provide extra room and adjustability for high arches, wide forefeet, and thin orthotics.
- Comfort
- Padded footbed and flexible rubber outsole deliver all-day comfort from day one.
- Fit adjustability
- The derby's open-lacing system adjusts across the instep during the day as feet swell or the leather relaxes, letting the wearer tweak the laces to avoid pinching.
- Color
- Black stays dark indefinitely; the chocolate color reads as a rich, warm dark brown with subtle depth in natural light.
- Wear appearance
- The polished finish hides scuffs, but crease lines show more readily; using cedar shoe trees after each wear helps keep the toe box crisp.
- Care
- Brush after each wear, condition every few months, cream polish every 5–10 wears.
- Exclusive design
- Simons exclusive designed in Canada for a curated identity distinct from mass-market brands.
- Included extras
- Signature storage bags and extra laces included — valued at $20 to $30.
- Performance & value
- At $195, open lacing, padded footbed, and rubber outsole deliver all-day comfort and wet traction, but cement construction prevents resoling.
- Leather type
- The upper is corrected-grain top-grain leather with a polished polyurethane coating.
- Repairability
- Cement construction means the shoes are not designed to be resoled, which limits lifespan compared to welted dress shoes.
- Aesthetics
- Cement construction yields a sleeker, welt-free profile.
- Outsole traction
- The embossed non-skid rubber outsole carries a raised texture that increases grip on smooth and wet surfaces.
- Upper finish
- The upper has a polished finish that typically indicates corrected-grain top-grain leather rather than full-grain.
- Wet weather commuting
- The rubber outsole maintains traction in rain and slush, so the shoes can be worn on wet commutes without rubber overshoes.
Product record
- Title
- Smooth Leather Derby Shoes Men
- Brand
- Simons
- Price
- 195 CAD
- Availability
- In stock
Image Analysis
3 images- 01
Product
Right-side profile of a single polished brown derby shoe with closed toe, stacked heel and visible lacing facing.
- Overall silhouetteSingle right shoe shown in full side profile, low-cut ankle, gently tapered rounded toe, and a distinct heel block.
1 region
x 0.03 · y 0.55 · w 0.94 · h 0.35 (high) - Upper material and finishSmooth polished leather upper with a glossy finish and subtle darker shading toward the toe and heel.
1 region
x 0.10 · y 0.58 · w 0.76 · h 0.28 (high) - Lacing and facingClosed lacing facing with five visible eyelets on the facing and round thin laces threaded through them.
1 region
x 0.47 · y 0.50 · w 0.20 · h 0.16 (high) - Vamp and stitchingSingle-piece vamp with a curved stitching line joining the quarters to the vamp above the sole.
1 region
x 0.18 · y 0.60 · w 0.44 · h 0.22 (high) - Toe colorationToe area shows a darker burnished gradient compared with midsection, producing a subtle two-tone effect.
1 region
x 0.68 · y 0.60 · w 0.24 · h 0.18 (high) - Outsole and weltThin black outsole with a contrasting light welt stitch line visible along the edge between upper and sole.
1 region
x 0.12 · y 0.80 · w 0.76 · h 0.10 (high) - Heel constructionStacked heel with a medium brown wood-toned layer and a thin black rubber cap at the bottom.
1 region
x 0.06 · y 0.72 · w 0.14 · h 0.12 (high) - Inner collar trimThin black trim visible along the top edge of the collar around the opening.
1 region
x 0.20 · y 0.52 · w 0.30 · h 0.10 (high)
Other
Studio product shot on a light neutral background with soft shadow beneath the shoe.
- Background and stagingEven light gray background occupying the full frame with the shoe centered horizontally and placed near the lower third of the image.
- Shadow and lightingSoft shadow directly beneath the sole extending slightly to the right, indicating diffuse top lighting from above-left.
1 region
x 0.12 · y 0.82 · w 0.75 · h 0.10 (high) - Image crop and orientationShoe is fully visible with generous vertical negative space above; image is a horizontal portrait orientation centered on the shoe.
Colors
polished dark brown· upper#4C322Bblackened brown· toe tip#221D1Bwarm medium brown· heel stacked layer#424344matte black· outsole and heel cap- Overall silhouetteSingle right shoe shown in full side profile, low-cut ankle, gently tapered rounded toe, and a distinct heel block.
- 02
Product
Rear and outer sides of a pair of smooth leather derby shoes shown at a low three-quarter rear angle; visible features include a brown patina leather upper, stacked wood-look heel, black sole edge, tonal stitching, and low lacing area.
- Rear quarter profileRight and left shoes shown from a low three-quarter rear angle with the heels closest to the viewer and the lacing areas receding; the image emphasizes the outer side and heel counter of each shoe.
1 region
x 0.25 · y 0.40 · w 0.70 · h 0.50 (medium) - Upper material and finishSmooth leather upper with a polished patina showing darker edges and warmer brown highlights across the vamp and quarter; surface appears smooth and slightly reflective.
1 region
x 0.34 · y 0.42 · w 0.58 · h 0.38 (high) - Heel constructionStacked wood-look heel with a visible horizontal brown wood grain band and thin black rubber top and bottom layers.
2 regions
x 0.28 · y 0.72 · w 0.44 · h 0.16 (high); x 0.03 · y 0.70 · w 0.30 · h 0.14 (medium) - Sole edge and weltThin black sole edge running around the base, with a narrow stitched welt visible above the sole on the outer side.
1 region
x 0.28 · y 0.78 · w 0.58 · h 0.10 (high) - Stitching detailVisible tonal stitching along the quarter seam and around the heel counter connecting panels of the upper.
1 region
x 0.45 · y 0.50 · w 0.40 · h 0.20 (high) - Lacing and eyeletsPartial view of the closed-lacing area with round tonal laces threaded through several eyelets on each shoe; laces are tucked and visible on the right shoe.
1 region
x 0.64 · y 0.33 · w 0.24 · h 0.20 (high) - Interior liningInterior of the shoe shows a contrasting matte black lining visible inside the collar opening.
1 region
x 0.56 · y 0.34 · w 0.18 · h 0.18 (high)
Other
Studio product shot on a light neutral background with soft shadow beneath the shoes; composition crops the tops of the collars and leaves significant empty space above.
- Background and stagingEven light grey to off-white seamless background occupying the top two thirds of the image.
1 region
x 0.00 · y 0.00 · w 1.00 · h 0.66 (high) - Shadows and lightingSoft diffuse lighting with subtle shadows under and slightly in front of the heels, suggesting light from above and slightly front-facing.
- Shot compositionLow-angle close crop focusing on rear halves of both shoes; upper part of the frame contains empty background space.
Colors
brown patina· leather upper#33231Cmedium wood brown· stacked heel wood band#72554Bmatte black· sole edge and rubber trim#121212deep black· interior lining#0D0E09- Rear quarter profileRight and left shoes shown from a low three-quarter rear angle with the heels closest to the viewer and the lacing areas receding; the image emphasizes the outer side and heel counter of each shoe.
- 03
Product
A top-down view of a pair of polished brown leather derby shoes with closed lacing, smooth rounded toes, visible welt stitching along black soles, and dark fabric insoles bearing white 'simons' text.
- Overall viewTwo shoes shown from directly above, positioned side-by-side with toes upward and heels toward the bottom edge of the image.
- Upper material and finishSmooth, polished leather upper with a subtle burnished gradient that is slightly darker near the toe and edges.
1 region
x 0.08 · y 0.04 · w 0.84 · h 0.46 (high) - Toe shapeRounded, plain toe with no cap seam or perforations.
1 region
x 0.08 · y 0.04 · w 0.84 · h 0.28 (high) - Lacing and eyeletsClosed-lacing derby construction with four visible pairs of eyelets and flat thin laces tied in a neat parallel arrangement.
2 regions
x 0.18 · y 0.48 · w 0.24 · h 0.18 (high); x 0.58 · y 0.48 · w 0.24 · h 0.18 (high) - Welt and sole edgeThin black sole edge with visible tan stitching (welt) running around the perimeter where upper meets sole.
1 region
x 0.06 · y 0.02 · w 0.88 · h 0.96 (medium) - Insole material and letteringDark fabric insole with white printed text 'simons' oriented so it reads from the heel toward the toe.
2 regions
x 0.12 · y 0.62 · w 0.28 · h 0.28 (high); x 0.60 · y 0.62 · w 0.28 · h 0.28 (high) - Heel stitching detailSingle vertical stitch at the rear heel seam visible at the bottom center of each shoe.
2 regions
x 0.22 · y 0.88 · w 0.12 · h 0.08 (medium); x 0.66 · y 0.88 · w 0.12 · h 0.08 (medium) - Minor leather creasingSmall, shallow creasing visible near the vamp and where the lacing panel meets the toe box.
2 regions
x 0.16 · y 0.44 · w 0.30 · h 0.16 (medium); x 0.54 · y 0.44 · w 0.30 · h 0.16 (medium) - Insole text left“simons”
1 region
x 0.12 · y 0.62 · w 0.28 · h 0.28 (high) - Insole text right“simons”
1 region
x 0.60 · y 0.62 · w 0.28 · h 0.28 (high)
Other
Studio-style top-down product shot on a light neutral background with soft even lighting and minimal shadows.
- Shot compositionShoes centered in frame, captured from a direct overhead angle with equal spacing between them and uniform margin to image edges.
- BackgroundFlat, pale neutral background with very subtle shadowing beneath shoes.
- LightingSoft, diffuse lighting producing gentle highlights on the leather uppers and minimal harsh reflections.
Colors
burnished dark brown· upper leather#43322Dmatte black· sole edge#14130Dcharcoal black· insole#221E19tan stitch· stitching along welt#848383